Only bought one set of the older Specialized and those were $85. I had two sets of Pro Ones and found them more fragile, the longest life was ~1000 miles. Gave up on Pro One. Retired one of the Specialized at 2500+ miles. And the Conti 5000 could be very difficult to work on if you are unlucky and cannot seal a large gash with plugs.
Here is some of my tubeless data:
I only started tracking after the first set of Pro Ones lasted about 700-1000 miles.